US1229486A - Process of making acetyl-cellulose plastic compounds. - Google Patents

Process of making acetyl-cellulose plastic compounds. Download PDF

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Publication number
US1229486A
US1229486A US39193A US3919315A US1229486A US 1229486 A US1229486 A US 1229486A US 39193 A US39193 A US 39193A US 3919315 A US3919315 A US 3919315A US 1229486 A US1229486 A US 1229486A
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Prior art keywords
acetyl cellulose
cellulose
trichlorethylene
methyl alcohol
plastic compounds
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Expired - Lifetime
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US39193A
Inventor
William G Lindsay
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CELLULOID CO
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CELLULOID CO
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Publication date
Priority claimed from US69953912A external-priority patent/US1188800A/en
Application filed by CELLULOID CO filed Critical CELLULOID CO
Priority to US39193A priority Critical patent/US1229486A/en
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Publication of US1229486A publication Critical patent/US1229486A/en
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    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/36Sulfur-, selenium-, or tellurium-containing compounds
    • C08K5/43Compounds containing sulfur bound to nitrogen

Definitions

  • compositions to which the present invention relates are employed in the arts, sometimes as imitations of natural substances and sometimes as films which are used for photographic purposes.
  • This liquid will gelatinate the variety of cellulose mentioned in the cold, or at ordinary room temperature, and the mass'so obtained may be worked up into plastic compounds by the addition of paraethyltoluolsulfonamid or other similar substances, such as ethyl acetanilid, tetrachlorethyl acetanilid, methyl acetanilid, and camphor, I prefer however, paraethyltoluolsulfonamid, especially if it is mixed in combination with triphenyl phosphate. 'Paraethyltoluolsulfonamid exerts a strong solvent action under manipulation with heat Serial No. 39,193.
  • triphenyl phosphate imparts non-inflammability to. the mass.
  • An example of'carrying out my invention is as follows: To 100 parts of acetyl cellulose of the variety specified I add 20 parts by weight of paraethyltoluolsulfonamid and 20 parts of triphenyl-phosphate. After carefully stirring thesesolid ingredients together in order to efiect afairly uniform distribution, I add 100 parts by weight of a mixture composed of from 50 to 62 parts by volume of trichlorethylene and from 50 to 32 parts by volume of methyl alcohol.
  • paraethyltoluolsulfonamid I mean the compound having the following structural formula

Description

WILLIAM G. LINDSAY, 01E CALDWELL, NEW JERSEY, ASSIGNOR TO THE CELLULOID COMPANY, OF NEW YORK, N. Y., A CORPORATION OF NEW JERSEY.
PROCESS OF MAKING AGETYL-CIILLULOSE PLASTIC COMPOUNDS.
Specification of Letters Patent.
Patented June I2, 1917.
No Drawing. Original application filed May 24, 1912, Serial No. 699,539. Divided and this application filed Jul 10, 1915.
To all whom it may concern.
Be it known that I, WILLIAM G. LINDSAY, a citizen of the United States, residing at Caldwell, in the county of Essex and State of New Jersey, have invented certain new and useful Improvements in Processes of Making Acetyl- Cellulose Plastic Compounds, of which the following is a specification.
The various compositions to which the present invention relates are employed in the arts, sometimes as imitations of natural substances and sometimes as films which are used for photographic purposes.
'Although the final or useful form of the different compounds of acetyl cellulose is that of a solid or dry material, the-different processes of conversion into this final solid form involve, as is well understood, the employment of solutions or mixtures of varying consistency as to elasticity, stiffness, or fluidity, depending generally upon the proportion and kind of solvent used to the amount of the orginal baseacetyl cellulose. In the manufacture of acetyl cellulose plastic masses by means of methyl alcohol in combination with a solid solvent such as paraethyltoluolsulfonamid and the production of solutions for the manufacture of lacquers, varnishes, photographic films, and flexible compounds, I have discovered that the addition of trichlorethylene to the mixture imparts valuable properties to the resultant product, such as increased toughproduces a liquid which has the property to gelatinate that variety of acetyl cellulose which is freely soluble in acetone, and it is to that variety of cellulose that this invention relates. This liquid will gelatinate the variety of cellulose mentioned in the cold, or at ordinary room temperature, and the mass'so obtained may be worked up into plastic compounds by the addition of paraethyltoluolsulfonamid or other similar substances, such as ethyl acetanilid, tetrachlorethyl acetanilid, methyl acetanilid, and camphor, I prefer however, paraethyltoluolsulfonamid, especially if it is mixed in combination with triphenyl phosphate. 'Paraethyltoluolsulfonamid exerts a strong solvent action under manipulation with heat Serial No. 39,193.
and pressure, and the triphenyl phosphate imparts non-inflammability to. the mass.
An example of'carrying out my invention is as follows: To 100 parts of acetyl cellulose of the variety specified I add 20 parts by weight of paraethyltoluolsulfonamid and 20 parts of triphenyl-phosphate. After carefully stirring thesesolid ingredients together in order to efiect afairly uniform distribution, I add 100 parts by weight of a mixture composed of from 50 to 62 parts by volume of trichlorethylene and from 50 to 32 parts by volume of methyl alcohol. The combination thus obtained is then worked up in a kneading machine, and after a uniform mixture is obtained the excess of volatile solvent is allowed to evaporate and the resultant dough-like mass is then further worked up in the well-known manner of making nitro-cellulose-camphor com pounds.
By paraethyltoluolsulfonamid, I mean the compound having the following structural formula,
the same being an alkylated aromatic sulfonamid.
Having thus described my invention, what I claim is: v
1. The process of making plastic compounds from acetyl cellulose of the variety which is freely soluble in acetone, which comprises :mixing said acetyl cellulose with trichlorethylene and methyl alcohol to comprises :mixing said acetyl cellulose with trichlorethylene and methyl alcohol to produce a gelatinous mass, mixing therewith a solid substance which is a solvent for said acetyl cellulose in the presence of said trichlorethylene and methyl alcohol, allowing the excess of volatile solvent to evaporate and suitably manipulating the resulting mass.
4. The process of making plastic compounds from acetyl cellulose of the variety which is freely soluble in acetone, which comprises :-mixing said acetyl cellulose with trichlorethylene and methyl alcohol to produce a gelatinous mass, and mixing therewith an aromatic sulfonamid which is a solvent for said acetyl cellulose in the presence of said trichlorethylene and methyl alcohol.
5. The' process of making plastic compounds from acetyl cellulose of the variety which is freely soluble in acetone, which comprises :mixing said acetyl cellulose with trichlorethylene and methyl alcohol to produce a gelatinous mass, mixing therewith an aromatic sulfonamid which is a solvent for said acetyl cellulose in the presence of said trichlorethylene and methyl alcohol, allowing the excess of volatile solvent to evaporate and suitably manipulating the resulting mass. o t
6. The process of making plastic compounds from acetyl cellulose ofthe variety which \is freely soluble in acetone, which comprises :mixing said acetyl cellulose with trichlorethylene and methyl alcohol to produce a gelatinous mass, mixing therewith an alkylated aromatic sulfonamid which is a solvent for said acetyl cellulose in the presence of said trichlorethylene and methyl alcohol, allowing the excess of volatile solvent to evaporate and suitably manipulating the resulting mass.
7. The process of making plastic compounds from acetyl cellulose of the variety which is freely soluble in acetone, which comprises :mixing said acetyl cellulose with trichlorethylene and methyl alcohol in about equal volumes thereof to produce a gelatinous mass.
8. The process of making plastic compounds from acetyl cellulose of the variety which is freely soluble in acetone, which comprises :mixing said acetyl cellulose with trichlorethylene and methyl alcohol in about equal volumes thereof to produce a gelatinous mass, mixing therewith a solid substance whichis a solvent for said acetyl cellulose in the presence of said trichlorethylene and methyl alcohol, allowingthe excess of volatile solvent to evaporate and suitably manipulating the resulting mass.
9.. The process of makingplastic compounds from acetyl cellulose of the variety which is freely soluble in acetone which consists in mixing the said cellulose with an alkylated aromatic sulfonamid, trichlorethylene and methyl alcohol, and manipulating the mass, substantially as described.
In testimony whereof I aflix my signature.
WILLIAM G. LINDSAY.
US39193A 1912-05-24 1915-07-10 Process of making acetyl-cellulose plastic compounds. Expired - Lifetime US1229486A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
US39193A US1229486A (en) 1912-05-24 1915-07-10 Process of making acetyl-cellulose plastic compounds.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US69953912A US1188800A (en) 1912-05-24 1912-05-24 Solvent of acetyl cellulose.
US39193A US1229486A (en) 1912-05-24 1915-07-10 Process of making acetyl-cellulose plastic compounds.

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2700617A (en) * 1951-04-14 1955-01-25 Henkel & Cie Gmbh Acetyl cellulose plasticized with an alkylbenzol-sulfamide
US3876440A (en) * 1972-02-14 1975-04-08 Isar Rakoll Chemie Gmbh Stable solutions of n-halogeno-aryl-sulfonamides and the use thereof for pre-treating rubber surfaces

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2700617A (en) * 1951-04-14 1955-01-25 Henkel & Cie Gmbh Acetyl cellulose plasticized with an alkylbenzol-sulfamide
US3876440A (en) * 1972-02-14 1975-04-08 Isar Rakoll Chemie Gmbh Stable solutions of n-halogeno-aryl-sulfonamides and the use thereof for pre-treating rubber surfaces

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